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GB988502A - New aldehyde useful in perfumery - Google Patents

New aldehyde useful in perfumery

Info

Publication number
GB988502A
GB988502A GB1081164A GB1081164A GB988502A GB 988502 A GB988502 A GB 988502A GB 1081164 A GB1081164 A GB 1081164A GB 1081164 A GB1081164 A GB 1081164A GB 988502 A GB988502 A GB 988502A
Authority
GB
United Kingdom
Prior art keywords
aldehyde
perfumery
isobutyldihydrocinnamic
diacylate
new aldehyde
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB1081164A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Rhone Poulenc SA
Original Assignee
Rhone Poulenc SA
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Rhone Poulenc SA filed Critical Rhone Poulenc SA
Publication of GB988502A publication Critical patent/GB988502A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes
    • C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/515—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an acetalised, ketalised hemi-acetalised, or hemi-ketalised hydroxyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/54—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition of compounds containing doubly bound oxygen atoms, e.g. esters
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78—Separation; Purification; Stabilisation; Use of additives
    • C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
    • C07C47/228—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing six-membered aromatic rings, e.g. phenylacetaldehyde
    • C—CHEMISTRY; METALLURGY
    • C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
    • C11B9/00—Essential oils; Perfumes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Fats And Perfumes (AREA)
  • Cosmetics (AREA)

Abstract

The invention comprises p-isobutyldihydrocinnamic aldehyde (including mixtures of o-and pcontaining at least 60% p-) and a process for producing it by reacting isobutylbenzene with acroleic (or its diacylate) in presence of TiCl4; when the diacylate is used, the product is hydrolysed to liberate free aldehyde. Pure p-isomer is separated from the o-/p-mixture by means of the sodium bisulphite derivative and characterized as its semicarbazone.ALSO:Perfume and cosmetic compositions comprise p-isobutyldihydrocinnamic aldehyde. Examples describe lilac, wistaria and sweet pea compositions, an aerosol and a talcum powder.
GB1081164A 1963-03-15 1964-03-13 New aldehyde useful in perfumery Expired GB988502A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR928161A FR1364620A (en) 1963-03-15 1963-03-15 Aldehyde p. isobutyldihydrocinnamic

Publications (1)

Publication Number Publication Date
GB988502A true GB988502A (en) 1965-04-07

Family

ID=8799356

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1081164A Expired GB988502A (en) 1963-03-15 1964-03-13 New aldehyde useful in perfumery

Country Status (6)

Country Link
BE (1) BE645118A (en)
CH (1) CH413189A (en)
DE (1) DE1214819B (en)
FR (1) FR1364620A (en)
GB (1) GB988502A (en)
NL (1) NL6402679A (en)

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2014180945A1 (en) * 2013-05-08 2014-11-13 Givaudan Sa 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient
US9656938B2 (en) 2013-05-08 2017-05-23 Givaudan S.A. Organic compounds
CN106699534A (en) * 2016-11-15 2017-05-24 山东新和成药业有限公司 Preparation method of lily aldehyde
US9708570B2 (en) 2013-06-28 2017-07-18 Givaudan, S.A. Organic compounds
CN107001192A (en) * 2014-11-12 2017-08-01 奇华顿股份有限公司 Method
CN107074741A (en) * 2014-11-10 2017-08-18 奇华顿股份有限公司 In organic compound or associated improvement
US10138195B2 (en) 2014-11-10 2018-11-27 Givaudan, S.A. Organic compounds
WO2019122236A1 (en) 2017-12-21 2019-06-27 Firmenich Sa Method for identifying positive allosteric modulators for odorant receptors
WO2020127325A2 (en) 2018-12-19 2020-06-25 Firmenich Sa Use of volatile compounds to modulate the perception of floral muguet
USRE49502E1 (en) * 2014-11-10 2023-04-25 Givaudan Sa Phenyl based compounds substituted with aldehyde moieties and their use in perfumery

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR833644A (en) * 1937-06-29 1938-10-26 Rhone Poulenc Sa Process for the preparation of para-isopropyl-alpha-methyl-hydrocinnamic aldehyde
NL99111C (en) * 1956-06-11
US2976321A (en) * 1959-06-18 1961-03-21 Givaudan Corp Para-tertiary-butylhydrocinnamic aldehyde

Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105208999B (en) * 2013-05-08 2019-05-10 奇华顿股份有限公司 3- (4- isobutyl group -2- aminomethyl phenyl) propionic aldehyde as fragrance component
CN105208999A (en) * 2013-05-08 2015-12-30 奇华顿股份有限公司 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient
KR20160006690A (en) * 2013-05-08 2016-01-19 지보당 에스아 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient
JP2016523827A (en) * 2013-05-08 2016-08-12 ジボダン エス エー 3- (4-Isobutyl-2-methylphenyl) propanal as a perfume ingredient
US9656938B2 (en) 2013-05-08 2017-05-23 Givaudan S.A. Organic compounds
WO2014180945A1 (en) * 2013-05-08 2014-11-13 Givaudan Sa 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient
KR102353588B1 (en) 2013-05-08 2022-01-19 지보당 에스아 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient
US10457891B2 (en) 2013-05-08 2019-10-29 Givaudan S.A. Organic compounds
AU2014264609B2 (en) * 2013-05-08 2018-03-08 Givaudan Sa 3-(4-isobutyl-2-methylphenyl) propanal as perfume ingredient
US9988592B2 (en) 2013-05-08 2018-06-05 Givaudan, S.A. Organic compounds
RU2662835C2 (en) * 2013-05-08 2018-07-31 Живодан Са 3-(4-isobutyl-2-methylphenyl)propanal as perfume ingredient
US9708570B2 (en) 2013-06-28 2017-07-18 Givaudan, S.A. Organic compounds
CN107074741A (en) * 2014-11-10 2017-08-18 奇华顿股份有限公司 In organic compound or associated improvement
US10138195B2 (en) 2014-11-10 2018-11-27 Givaudan, S.A. Organic compounds
USRE49502E1 (en) * 2014-11-10 2023-04-25 Givaudan Sa Phenyl based compounds substituted with aldehyde moieties and their use in perfumery
CN107074741B (en) * 2014-11-10 2019-08-13 奇华顿股份有限公司 In organic compound or associated improvement
CN107001192A (en) * 2014-11-12 2017-08-01 奇华顿股份有限公司 Method
CN106699534A (en) * 2016-11-15 2017-05-24 山东新和成药业有限公司 Preparation method of lily aldehyde
CN106699534B (en) * 2016-11-15 2019-07-23 山东新和成药业有限公司 A kind of preparation method of lilial
WO2019122236A1 (en) 2017-12-21 2019-06-27 Firmenich Sa Method for identifying positive allosteric modulators for odorant receptors
WO2020127325A2 (en) 2018-12-19 2020-06-25 Firmenich Sa Use of volatile compounds to modulate the perception of floral muguet

Also Published As

Publication number Publication date
FR1364620A (en) 1964-06-26
NL6402679A (en) 1964-09-16
DE1214819B (en) 1966-04-21
BE645118A (en) 1964-09-14
CH413189A (en) 1966-05-15

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